Guidewire (GWRE) CAO and General Counsel sells 1,684 shares under 10b5-1 plan

Q: What insider transaction did GWRE’s James Winston King report?

James Winston King reported selling 1,684 shares of Guidewire Software common stock. The shares were sold in an open-market transaction at $130.64 per share, according to a Form 4 insider trading report.

Q: At what price did the GWRE insider sell his shares?

The insider sale was executed at $130.64 per share . This price applies to all 1,684 Guidewire Software common shares sold in the reported open-market transaction on the stated transaction date.

Q: Was the GWRE insider sale made under a 10b5-1 plan?

Yes. The filing states the sale was an automatic transaction under a Rule 10b5-1 Trading Plan . The plan was adopted on October 14, 2025 and amended on April 9, 2026, indicating the trade was pre-arranged.

Q: What role does the reporting person hold at Guidewire Software (GWRE)?

The reporting person, James Winston King, is Chief Administrative Officer and General Counsel of Guidewire Software. His officer status is disclosed in the Form 4 along with this open-market share sale.

Filing Impact

(Moderate)

Filing Sentiment

(Negative)

Form Type

Rhea-AI Filing Summary

Guidewire Software’s Chief Administrative Officer and General Counsel, James Winston King, reported an open-market sale of 1,684 shares of common stock at $130.64 per share. The transaction reflects a discretionary sale executed on the market.

After the sale, he directly holds 30,018 shares of Guidewire common stock. The filing notes the transaction was an automatic sale made under a Rule 10b5-1 Trading Plan adopted on October 14, 2025 and amended on April 9, 2026, indicating it was pre-scheduled rather than timed opportunistically.

Insider Trade Summary 10b5-1

Net Seller: 1,684 shares ($219,998)

Net Sell 1 txn

Insider King James Winston

Role Chief Admin Officer, Gen Couns

Sold 1,684 shs ($220K)

Type	Security	Shares	Price	Value
Sale	Common Stock	1,684	$130.64	$220K

Holdings After Transaction: Common Stock — 30,018 shares (Direct, null)

Footnotes (1)

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Key Figures

Shares sold: 1,684 shares Sale price: $130.64 per share Shares held after sale: 30,018 shares +1 more

4 metrics

Shares sold 1,684 shares Open-market sale of common stock

Sale price $130.64 per share Price for the 1,684 shares sold

Shares held after sale 30,018 shares Direct ownership following transaction

Net shares sold 1,684 shares Net change in buy/sell activity in this filing

Key Terms

open-market sale, Rule 10b5-1 Trading Plan, Common Stock

3 terms

open-market sale financial

"reported an open-market sale of 1,684 shares of common stock"

An open-market sale is when a shareholder sells existing shares directly on a public exchange to any willing buyer, rather than through a private deal. Think of it like putting goods on a busy market stall where price is set by supply and demand; for investors it matters because such sales increase available supply, can put short-term downward pressure on the stock price, and signal changes in liquidity or investor confidence.

Rule 10b5-1 Trading Plan regulatory

"Automatic sale pursuant to a 10b5-1 Trading Plan adopted by the Reporting Person"

A Rule 10b5-1 trading plan is a pre-arranged schedule that allows company insiders to buy or sell stock at specific times, even if they have inside information. It helps prevent accusations of unfair trading by making these transactions look planned and transparent, rather than sneaky or illegal.

Common Stock financial

"open-market sale of 1,684 shares of common stock at $130.64 per share"

Common stock represents ownership shares in a company, giving investors a stake in its success and a say in important decisions through voting rights. It is the most common type of stock traded on markets and can provide income through dividends, as well as potential for value growth. For investors, holding common stock means sharing in the company’s profits and risks.

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Form 4 Insider Transactions: What Each Field Means →

Available on EDGAR 07/09/2026 - 06:06 PM Accepted by SEC EDGAR 07/09/2026 - 06:05 PM

FAQ

What insider transaction did GWRE’s James Winston King report?

James Winston King reported selling 1,684 shares of Guidewire Software common stock. The shares were sold in an open-market transaction at $130.64 per share, according to a Form 4 insider trading report.

At what price did the GWRE insider sell his shares?

The insider sale was executed at $130.64 per share. This price applies to all 1,684 Guidewire Software common shares sold in the reported open-market transaction on the stated transaction date.

How many GWRE shares does the insider hold after the sale?

Following the transaction, James Winston King directly holds 30,018 shares of Guidewire Software common stock. This post-transaction ownership is disclosed in the Form 4 as his remaining direct position.

Was the GWRE insider sale made under a 10b5-1 plan?

Yes. The filing states the sale was an automatic transaction under a Rule 10b5-1 Trading Plan. The plan was adopted on October 14, 2025 and amended on April 9, 2026, indicating the trade was pre-arranged.

What role does the reporting person hold at Guidewire Software (GWRE)?

The reporting person, James Winston King, is Chief Administrative Officer and General Counsel of Guidewire Software. His officer status is disclosed in the Form 4 along with this open-market share sale.

SEC Form 4

FORM 4

UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP

Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934
or Section 30(h) of the Investment Company Act of 1940

OMB APPROVAL

OMB Number:			3235-0287
Estimated average burden
hours per response:			0.5

Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).

Check this box to indicate that a transaction was made pursuant to a contract, instruction or written plan for the purchase or sale of equity securities of the issuer that is intended to satisfy the affirmative defense conditions of Rule 10b5-1(c). See Instruction 10.

1. Name and Address of Reporting Person^*

King James Winston

(Last)

(First)

(Middle)

C/O GUIDEWIRE SOFTWARE, INC.

970 PARK PL, SUITE 200

(Street)

SAN MATEO

CALIFORNIA

94403

(City)

(State)

(Zip)

UNITED STATES

(Country)

2. Issuer Name and Ticker or Trading Symbol
Guidewire Software, Inc. [ GWRE ]

5. Relationship of Reporting Person(s) to Issuer
(Check all applicable)

	Director	10% Owner
X	Officer (give title below)	Other (specify below)
	Chief Admin Officer, Gen Couns

2a. Foreign Trading Symbol

3. Date of Earliest Transaction (Month/Day/Year)
07/09/2026

6. Individual or Joint/Group Filing (Check Applicable Line)

X	Form filed by One Reporting Person
	Form filed by More than One Reporting Person

4. If Amendment, Date of Original Filed (Month/Day/Year)

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	3. Transaction Code (Instr. 8)		4. Securities Acquired (A) or Disposed Of (D) (Instr. 3, 4 and 5)			5. Amount of Securities Beneficially Owned Following Reported Transaction(s) (Instr. 3 and 4)	6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)
1. Title of Security (Instr. 3)	2. Transaction Date (Month/Day/Year)	2A. Deemed Execution Date, if any (Month/Day/Year)	Code	V	Amount	(A) or (D)	Price		6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	7. Nature of Indirect Beneficial Ownership (Instr. 4)
Common Stock	07/09/2026		S⁽¹⁾		1,684	D	$130.64	30,018	D

Table II - Derivative Securities Acquired, Disposed of, or Beneficially Owned (e.g., puts, calls, warrants, options, convertible securities)
1. Title of Derivative Security (Instr. 3)	2. Conversion or Exercise Price of Derivative Security	3. Transaction Date (Month/Day/Year)	3A. Deemed Execution Date, if any (Month/Day/Year)	4. Transaction Code (Instr. 8)		5. Number of Derivative Securities Acquired (A) or Disposed of (D) (Instr. 3, 4 and 5)		6. Date Exercisable and Expiration Date (Month/Day/Year)		7. Title and Amount of Securities Underlying Derivative Security (Instr. 3 and 4)		8. Price of Derivative Security (Instr. 5)	9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4)	10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)
1. Title of Derivative Security (Instr. 3)	2. Conversion or Exercise Price of Derivative Security	3. Transaction Date (Month/Day/Year)	3A. Deemed Execution Date, if any (Month/Day/Year)	Code	V	(A)	(D)	Date Exercisable	Expiration Date	Title	Amount or Number of Shares	8. Price of Derivative Security (Instr. 5)		10. Ownership Form: Direct (D) or Indirect (I) (Instr. 4)	11. Nature of Indirect Beneficial Ownership (Instr. 4)

Explanation of Responses:

1. Automatic sale pursuant to a 10b5-1 Trading Plan adopted by the Reporting Person on October 14, 2025, as amended on April 9, 2026.

Remarks:

	/s/ James Winston King	07/09/2026
	** Signature of Reporting Person	Date
Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4 (b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB Number.
* Form 4: SEC 1474 (03-26)

Source: View Original Filing on SEC EDGAR